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CS-W001157 4
Total: USD 88.00

4-Iodo-1H-indazole

  • CAS No. 885522-11-2

  • Cat. No. CS-0037666
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4-Iodo-1H-indazole|CS-0037666

Structure of 885522-11-2

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General Information

  • CAS No. 885522-11-2
  • Cat. No. CS-0037666
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IN₂
  • Molecular Weight 244.03
  • Synonym(s) 4-Iodo (1H)indazole
  • SMILES C1=CC(=C2C=NNC2=C1)I

Description

4-Iodo-1H-indazole is a bench-stable heterocyclic iodide featuring a reactive iodine atom at the 4-position of the indazole core. This moiety enables efficient cross-coupling reactions, facilitating the construction of complex biaryl architectures in medicinal chemistry and materials science applications.

Application

4-Iodo-1H-indazole serves as a versatile building block in medicinal chemistry and cross-coupling methodologies. The iodine substituent enables reliable Suzuki, Stille, and Negishi couplings, facilitating the construction of biaryl and heteroaryl scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for iterative synthesis and library generation in drug discovery programs.

Synthesis

  • Route1

    References

    • GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG Patent: WO2009/146406 A1, 2009 ; Location in patent: Page/Page column 68 ; WO 2009/146406 A1
  • Route2

    References

    • Dai, Yujia; Hartandi, Kresna; Ji, Zhiqin; Ahmed, Asma A.; Albert, Daniel H.; Bauch, Joy L.; Bouska, Jennifer J.; Bousquet, Peter F.; Cunha, George A.; Glaser, Keith B.; Harris, Christopher M.; Hickman, Dean; Guo, Jun; Li, Junling; Marcotte, Patrick A.; Marsh, Kennan C.; Moskey, Maria D.; Martin, Ruth L.; Olson, Amanda M.; Osterling, Donald J.; Pease, Lori J.; Soni, Niru B.; Stewart, Kent D.; Stoll, Vincent S.; Tapang, Paul; Reuter, David R.; Davidsen, Steven K.; Michaelides, Michael R. Journal of Medicinal Chemistry, 2007 , vol. 50, # 7 p. 1584 - 1597
  • Route3

    References

    • WO2012/82997 A1, ; WO 2012/082997 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.1675
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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